Islamorada Rentals
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VRBO
Little Piece of Paradise (AVAIL Oct-Dec)
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our Little Piece of Paradise is a relaxing place to enjoy with family and friends. We look forward to making it your hom ...
Click For PricingVRBO
- From $130 per night (USD)
Expedia
Beautiful Townhouse in the heart of the Florida Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
SNOW BIRD.. COME TO PARADISE. 2/2 with a Loft (can be a 3rd bedroom) beautifully located in the heart of the Florida Key ...
From $130 per night (USD)Expedia
- From $720 per night (USD)
VRBO
Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private 2acre Single Family Home awaits! Just another day in Paradise. Located at 75.7MM! Cozy, quiet, 3 bedroom (1 K ...
From $720 per night (USD)VRBO
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Expedia
Islamorada Gem
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
A completely renovated oceanfront townhome in beautiful Islamorada in the Florida Keys. 3 Story spacious 2 bedroom 2. ...
Click For PricingExpedia
- From $490 per night (USD)
VRBO
Beautiful Waterfront Port Antigua Home, Pool, Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning two-story, 3-bedroom resort-style, professionally decorated home. Inside, you'll find a modern and welcoming ho ...
From $490 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Gulf access, private dock and private neighborhood beach!
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 4
Recently updated Islamorada waterfront rental. Fully furnished and equipped kitchens! Come bring your boat or rent one t ...
From $650 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Islamorada Bungalows Suite 2 Bottom Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Location is key! This beautiful and zen getaway is just minutes away from the Heart of Islamorada! The city's A ...
From $220 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Islamorada Bungalows Suite 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Location is key! This beautiful and zen getaway is just minutes away from the Heart of Islamorada! The city's A ...
From $220 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Islamorada Bungalows Suite 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Location is key! This beautiful and zen getaway is just minutes away from the Heart of Islamorada! The city's A ...
From $220 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Islamorada Bungalows Suite 1 Bottom Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Location is key! This beautiful and zen getaway is just minutes away from the Heart of Islamorada! The city's A ...
From $262 per night (USD)Expedia
- From $490 per night (USD)
VRBO
Islamorada Getaway in beautiful Port Antigua
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Stay in a beautiful home in one of the best communities in the Florida Keys- Port Antigua. You can sip a cocktail in you ...
From $490 per night (USD)VRBO
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Expedia
Vacation Home in Paradise - Wonderful for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our house is situated in a quiet neighborhood close to the heart of Islamorada and the conveniences of Tavernier. This ...
Click For PricingExpedia
- From $624 per night (USD)
VRBO
You will love my \"Fl Keys Luxury Home\"
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This tropical waterfront beauty has it all...heated pool, spa, dock, and custom elevator. It is well appointed and full ...
From $624 per night (USD)VRBO
- From $420 per night (USD)
Expedia
New Caribbean home. Resort access to pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 2 bath with 2 queen beds and 1 queen sleeper sofa. Sleeps 6. Does not include Boat Dockage or Daily Housekeep ...
From $420 per night (USD)Expedia
- From $500 per night (USD)
VRBO
New Ground Level Caribbean Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 2 bath with 1 king bed, 1 queen bed and 1 queen sleeper sofa. Sleeps 6. Boat dockage and Housekeeping NOT ava ...
From $500 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Luxurious Caribbean 2 Bedroom 2 Bath Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Guests enjoy the beautiful Caribbean decor and high, open ceilings. Solid wood Anderson doors and windows, chiseled ston ...
From $650 per night (USD)Expedia
- From $1264 per night (USD)
VRBO
3 bedroom, 3.5 bath luxurious condo 402 at Maison in Islamorada
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Unit 402 of Maison Residences is an oceanfront and pool front property located on Old Highway. The 3 bedroom, 3.5 bath v ...
From $1264 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Large Canal Front Family home in the heart of Islamorada
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Make yourself at home at this beautiful stay in Islamorada. Minutes away from the open ocean and the bay, this home is o ...
From $850 per night (USD)VRBO
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VRBO
Beautiful oceanfront resort located at mile marker 73.8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We are committed to providing outstanding service and a great vacation experience to all of our guests. While Caloosa Co ...
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- From $674 per night (USD)
Expedia
New! Pools~King Beds~Dock~Kayaks~Bikes~EV charger
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
See why we have ALL 5-star reviews! Located in the HEART of Islamorada on Upper Matecumbe so you are mere blocks from ...
From $674 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Oceanfront home ON Tavernier Creek
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This home is a fisherman's dream come true. New dock right on Tavernier Creek. You will be in open ocean in minutes!! ...
From $294 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Just Opened for February!...Remodeled Townhome in Resort Community...Book Now!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Guest who booked for years just cancelled due to illness so now this remodeled and luxurious 2 bed/2 bath townhome with ...
From $179 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Keys Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two bedroom "gem" in the Florida Keys!! Enjoy our sand beach, beautiful sunsets, fish from our docks, swim in our pool, ...
From $295 per night (USD)VRBO
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Expedia
Pristine Isalamorada canal front home with pool and boat dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This gorgeous waterfront house offers 3 bedroom/2 bath, pool & boat dock. The open floor plan of the main level is ideal ...
Click For PricingExpedia
- From $525 per night (USD)
VRBO
ISLAMORADA BEACH HOUSE
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This stunning waterfront home is nestled in the exclusive Port Antigua neighborhood of Islamorada, Florida. Enjoy breath ...
From $525 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Spacious 3 bedroom home in Plantation key with 30 foot dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Make wonderful memories at this unique and family-friendly waterfront townhouse located on a deep-water canal with 30 fo ...
From $199 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Modern Cozy Beachouse Gem
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Elegant modern coastal gem! With beautiful canal views as well as incredible views of native area. Quiet, peaceful home ...
From $350 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Large Keys Home in Heart of Tavernier with 50 ft of deep water dock.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Incredibly comfortable home located in the heart of Tavernier Key Mile Marker 90. Large home featuring incorporated do ...
From $252 per night (USD)VRBO
- From $98 per night (USD)
VRBO
Charming oceanfront condo with pool, beach access, tennis, & washer\/dryer
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to the Keys A6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $98 per night (USD)VRBO
- From $174 per night (USD)
Expedia
Serenity in Tavernier
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Beautiful 3/2 home in centrally located Tavernier! The Space: Escape to the enchanting Florida Keys – your tro ...
From $174 per night (USD)Expedia
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VRBO
On the water in Islamorada elevated detached unit!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Topsider resort is a unique water front property where all the units are elevated and detached featuring 2 bedrooms & 2 ...
Click For PricingVRBO
- From $375 per night (USD)
Expedia
Islamorada retreat \"Bungalow Blue\" w\/ heated pool, Bikes, BBQ, amenities galore!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to paradise! Completely remodeled and immaculately maintained... Bungalow Blue is nestled away in the quiet qua ...
From $375 per night (USD)Expedia
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VRBO
Beautiful estate nestled in a secluded cove on the ocean, 60 ft dock, guesthouse
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Meticulously maintained estate on the water with 60ft doc space and a lift. Incredible sunrises and sunsets from 3rd st ...
Click For PricingVRBO
- From $458 per night (USD)
Expedia
Private 2 Acre Bayside Waterfront Estate \n3\/2 All To Yourself
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private gated waterfront bayside property with an oceanfront 3 bedroom / 2 bathroom awaits you. This estate property o ...
From $458 per night (USD)Expedia
- From $1385 per night (USD)
VRBO
Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: This is a truly unique and spectacular Villa thanks to its breathtaking view of the sea and its warm sandy beac ...
From $1385 per night (USD)VRBO
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Expedia
Ground floor newly remodel 1 bedroom home in paradise
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
New remodeled first floor water front pool home just minutes from numerous dining establishments. There are several sho ...
Click For PricingExpedia
- From $650 per night (USD)
VRBO
Princess Palm South Poolside,1 King Bed, 2 FullBeds, 1 Pull Out
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Poolside,1 King Bed, 2 Queen Beds, 1 Pull Out Resort guests stay in warm and inviting Caribbean-style homes. Rich mahog ...
From $650 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Princess Palm North 2 Bedrooms, 2 Baths Poolside
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Poolside, 1 King Bed, 2 Queen Beds, 1 Pullout Resort guests stay in warm and inviting Caribbean-style homes. Rich mahog ...
From $650 per night (USD)Expedia
- From $1550 per night (USD)
VRBO
Royal Palm South 3 Bedrooms, 3 Baths, Ocean Front, Marina
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
King, Queen, 2 twins, 1 pullout. Custom designed and built from the ground up by resort owner Phil Sena with nothing ...
From $1550 per night (USD)VRBO
- From $1550 per night (USD)
Expedia
Royal Palm North 3 Bedrooms, 3 Baths, Ocean Front,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
King, Queen2 twins, 1 pullout. Boat Dockage Custom designed and built from the ground up by resort owner Phil Sena wit ...
From $1550 per night (USD)Expedia
- From $500 per night (USD)
VRBO
1 bedroom, 1 bath, full kitchen, 1 queen bed, 1 queen sleeper sofa.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 bedroom, 1 bath, full kitchen, 1 queen bed, 1 queen sleeper sofa. Welcome to The Bird of Paradise. This Ocean front h ...
From $500 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Malayan Palm North 2 Bedrooms, 1 Bath, Garden View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Poolside,2 Queen Beds,1 Pull Out Resort guests stay in warm and inviting Caribbean-style homes. Rich mahoganies, teaks ...
From $600 per night (USD)Expedia
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VRBO
Tropical Vacation Home
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Quiet neighborhood located on a canal one block from the Atlantic Ocean. Home built in 2019, 2900 SF. Close to restauran ...
Click For PricingVRBO
- From $404 per night (USD)
Expedia
Gated canal-front retreat with pool water access, grill, AC & 2 kitchens
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Treasure Harbor Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $404 per night (USD)Expedia
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VRBO
Tropical Oasis private home w\/ office. NO STAIRS! Pet friendly, family friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This newly renovated, 3/2 pet-friendly Tavernier vacation home is spaciously laid out with chic island-interior finishes ...
Click For PricingVRBO
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Expedia
Exclusive Private ViLLA , Beach, Boat Ramp, Dock, Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy Spectacular sunsets from property peninsula .Kayaking, snorkeling, beach, dock, boat ramp, Pool every thing you c ...
Click For PricingExpedia
- From $128 per night (USD)
VRBO
Water-view house with private dock, washer\/dryer & grill - snowbird-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two White Turtles Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $128 per night (USD)VRBO
- From $292 per night (USD)
VRBO
Paradise in Islamorada Venetian Shores
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This home is a Key West style house that has plenty of space for the whole family. It boasts 3 bedrooms and 2.5 bathroom ...
From $292 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Bungalow #4 - 2 Bed\/1 Bath & Pool in Islamorada
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Tucked away in the vibrant Florida Keys, is our pristine Bungalow paradise. We are located in the heart of Islamorada, w ...
From $407 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Malayan Palm East 1 Bedroom, 1 Bath Garden View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Poolside,1 Queen Bed,1 Pull Out Resort guests stay in warm and inviting Caribbean-style homes. Rich mahoganies, teaks a ...
From $450 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Waterfront Luxury Bayside Home, Maritime Modern
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
There is something for everyone in your group within reach. If you are a boater, the open bay is only a moment's boat ri ...
From $475 per night (USD)VRBO
- From $1349 per night (USD)
VRBO
Always a Great Idea To Unwind! 4 Family-friendly Units, Pool, Free Parking
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $1349 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Best Place to Unwind! Free Parking, Pet-friendly Property, Onsite Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $350 per night (USD)VRBO
- From $154 per night (USD)
Expedia
This condo is located in one of Islamorada's most prestigious condo complexes.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PROPERTY NAME: Beacon Reef #307 83201 Old Highway, Islamorada, Florida LOCATION: Ocean side Condo MINIMUM STAY: 28 Day ...
From $154 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Beautifully remodeled roomy single family stilt home,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
PROPERTY NAME: West Plaza 63 West Plaza Del Lago, Islamorada, FL LOCATION: Bayside House MINIMUM STAY: 28 Days, All s ...
From $233 per night (USD)VRBO
- From $372 per night (USD)
VRBO
Get Ready for Blissful Getaway! Near Sea Oats Beach! Pets are Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $372 per night (USD)VRBO
- From $372 per night (USD)
VRBO
Better Choice for your Vacation! Near Indian Key Historic State Park! Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $372 per night (USD)VRBO
- From $1109 per night (USD)
VRBO
Ensuring a Very Comfortable & Memorable Stay, Pets are Allowed with Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $1109 per night (USD)VRBO
- From $392 per night (USD)
VRBO
Better Choice For Your Vacation, Near History of Diving Museum, Pets are Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $392 per night (USD)VRBO
- From $392 per night (USD)
VRBO
Get Ready for Blissful Getaway, Near Islamorada Brewery & Distillery w\/ Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $392 per night (USD)VRBO
- From $1109 per night (USD)
VRBO
Create Memories w\/ Fun-filled Adventures at this Paradise! Near Sea Oats Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $1109 per night (USD)VRBO
- From $1109 per night (USD)
VRBO
Best Value, Quality Stay with Free Parking, Near Islamorada Brewery & Distillery
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $1109 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Spacious Good-Value Accommodation, Near Islamorada Brewery & Distillery
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $326 per night (USD)VRBO
- Click For Pricing
VRBO
Enjoy a Hassle-Free and Suiting Stay! 4 Relaxing Units, Pets Allowed, Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
Click For PricingVRBO
- Click For Pricing
VRBO
High Tides and Good Vibes! 4 Convenient Units, Free Parking, Pets Allowed, Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
Click For PricingVRBO
- Click For Pricing
VRBO
Comfort and Convenience! 4 Family-friendly Units, Free Parking, Onsite Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
Click For PricingVRBO
- Click For Pricing
VRBO
Ideal Mix of Comfort and Value! 4 Oceanfront Units, Free Parking, Pet-friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
Click For PricingVRBO
- From $1551 per night (USD)
VRBO
Short Distance From The Well Known Sites! 3 Family-friendly Units, Free Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $1551 per night (USD)VRBO
- Click For Pricing
VRBO
Pleasant Stay, Convenient Location! 3 Pleasant Units, Free Parking, Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
Click For PricingVRBO
- From $784 per night (USD)
VRBO
High Tides and Good Vibes! 2 Relaxing Units, Pet-friendly Property, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $784 per night (USD)VRBO
- From $1176 per night (USD)
VRBO
A Place You'll Surely Enjoy! 3 Comfortable Units, Onsite Pool, Free Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $1176 per night (USD)VRBO
- From $1015 per night (USD)
VRBO
Indulge in Home-Like Comfort! 3 Pet-friendly Units, Pool, Near Anne's Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $1015 per night (USD)VRBO
- From $1176 per night (USD)
VRBO
Short Distance From The Well Known Sites! 3 Family-friendly Units, Free Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $1176 per night (USD)VRBO
- Click For Pricing
VRBO
Convenient Stay, Superb Location! 3 Family-friendly Units, Free Parking, Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
Click For PricingVRBO
- From $180 per night (USD)
VRBO
Top Floor, Bay View, Dockage, Vacation Today!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy the breathtaking views this condo has to offer. Located in the Futura Yacht Club community, located at mile ...
From $180 per night (USD)VRBO
- From $438 per night (USD)
VRBO
New Rental! Beautiful canal pool home with dockage!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Cozy, canal front, pool home at MM 74 in Islamorada's desirable Port Antigua (Lower Matecumbe Key) with quick Florida Ba ...
From $438 per night (USD)VRBO
- From $784 per night (USD)
VRBO
Relax and Recharge! 2 Comfortable Units, Free Parking, Onsite Swimming Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $784 per night (USD)VRBO
- From $1015 per night (USD)
VRBO
Vacation At its Finest! 3 Convenient Units, Free Parking, Onsite Swimming Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $1015 per night (USD)VRBO
- From $1176 per night (USD)
VRBO
Indulge in Home Like Comfort! 3 Pleasant Units, Free Parking, Onsite Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $1176 per night (USD)VRBO
- From $1551 per night (USD)
VRBO
Always a Great Idea To Unwind! 3 Convenient Units, Free Parking, Onsite Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and ge ...
From $1551 per night (USD)VRBO
- From $374 per night (USD)
VRBO
Mojito Breeze Getaway by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to your tropical paradise in Tavernier, Florida! This stunning vacation rental is a slice of heaven nestled in t ...
From $374 per night (USD)VRBO
- From $321 per night (USD)
VRBO
Casa Ocasio: Waterfront bliss in the Florida Keys
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy this beautiful home, located in the popular neighborhood White Marlin at mile marker 74.5. Perfectly situated ...
From $321 per night (USD)VRBO
- From $308 per night (USD)
VRBO
Tropical Paradise Retreat in Islamorada! Pool, Pet-friendly, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our beachfront home offers a picture-perfect vantage point to see the famous Florida Keys sunset. We are conveniently si ...
From $308 per night (USD)VRBO
- From $308 per night (USD)
VRBO
Relax and Recharge! Pets Allowed, Outdoor Swimming Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our beachfront home offers a picture-perfect vantage point to see the famous Florida Keys sunset. We are conveniently si ...
From $308 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Beautiful Upper Unit with Dockage, Pool and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PROPERTY NAME: Parrot Eyes 130 Plantation Ave. Tavernier, Florida 33070 LOCATION: Bayside Canal home located in Taverni ...
From $250 per night (USD)VRBO
- From $429 per night (USD)
Expedia
Beautiful Home with Dockage, Pool and Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
PROPERTY NAME: Parrot Eyes 130 Plantation Ave. Tavernier, Florida 33070 LOCATION: Bayside Canal home located in Taverni ...
From $429 per night (USD)Expedia
- From $675 per night (USD)
VRBO
Islamorada, Venetian Shores 5b 7b Elevator, Pool , Boat lifts, Sept 2024 special
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 8
September 2024 special message me 5 bedroom 7.5 bath in Venetian shores in the Florida Keys, Pool and Hot Tub with a hug ...
From $675 per night (USD)VRBO
- Click For Pricing
Expedia
Fantastic condo on the Atlantic ocean.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come to the Keys and enjoy this spectacular piece of property, an amazing vacation spot in the heart of Islamorada! Full ...
Click For PricingExpedia
- From $250 per night (USD)
VRBO
Bayside Boater's Paradise-great for Snowbirds-28 d min stay- w\/ 1\/1private unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This is a great home for your extended stay. It’s a 60 day minimum rental and we will give an additional discount if you ...
From $250 per night (USD)VRBO
- From $1527 per night (USD)
VRBO
Your Key to Unforgettable Island Moments! 2 Relaxing Units with Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $1527 per night (USD)VRBO
- From $272 per night (USD)
VRBO
Your Retreat in the Heart of Islamorada! Kitchenette, Outdoor Swimming Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $272 per night (USD)VRBO
- From $1365 per night (USD)
VRBO
Your Ultimate Islamorada Hideaway! Full Kitchen, Swimming Pool, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $1365 per night (USD)VRBO
- From $1112 per night (USD)
VRBO
Embrace Nature by the Ocean! Beach, Swimming Pool, Full Kitchen!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $1112 per night (USD)VRBO
- From $514 per night (USD)
VRBO
Relax, Play, and Soak in Islamorada! Swimming Pool, Pets Allowed, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $514 per night (USD)VRBO
- From $344 per night (USD)
VRBO
Your Ultimate Islamorada Escape! Beach, Swimming Pool, Pet-friendly Property!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $344 per night (USD)VRBO
- From $770 per night (USD)
VRBO
Luxury Hideaway in Islamorada! Kitchenette, Pet-friendly, Swimming Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $770 per night (USD)VRBO
- From $895 per night (USD)
VRBO
Relaxation at its Finest in Islamorada! Swimming Pool, Beach, Pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $895 per night (USD)VRBO
- From $1838 per night (USD)
VRBO
Your Luxurious Islamorada Hideaway! Swimming Pool, Full Kitchen, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $1838 per night (USD)VRBO
- From $1467 per night (USD)
VRBO
Beachside Bliss in Islamorada! Swimming Pool, Full Kitchen, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $1467 per night (USD)VRBO
- From $986 per night (USD)
VRBO
Your Majestic View in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and pl ...
From $986 per night (USD)VRBO